GB981539A - Manufacture of light stable high molecular polyesters and/or polyamides - Google Patents

Manufacture of light stable high molecular polyesters and/or polyamides

Info

Publication number
GB981539A
GB981539A GB23086/62A GB2308662A GB981539A GB 981539 A GB981539 A GB 981539A GB 23086/62 A GB23086/62 A GB 23086/62A GB 2308662 A GB2308662 A GB 2308662A GB 981539 A GB981539 A GB 981539A
Authority
GB
United Kingdom
Prior art keywords
benztriazole
hydroxy
carboxyethylphenyl
acid
carboxylic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB23086/62A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
JR Geigy AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by JR Geigy AG filed Critical JR Geigy AG
Publication of GB981539A publication Critical patent/GB981539A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/685Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/685Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
    • C08G63/6854Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/685Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
    • C08G63/6854Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/6856Dicarboxylic acids and dihydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/688Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/06Unsaturated polyesters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78Preparation processes
    • C08G63/82Preparation processes characterised by the catalyst used

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyamides (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

A process for the production of high molecular weight polyesters and polyamides comprises reacting a 2-(21-hydroxyphenyl)benztriazole of the general formula <FORM:0981539/C3/1> where X is a divalent organic bridging member which does not impart colour, Y is a condensable carboxyl group or an aliphatically or cycloaliphatically bound amino or hydroxy group, said amino or hydroxy groups not being bound to an unsaturated carbon atom, or an ester or amide-forming derivative thereof, n is 1 or 2, the nucleus A can contain in the 4-, 5- and 6-positions the grouping -(X-Y) and/or alkyl, alkoxy, carboxy, carboxylic ester or amide, sulphonic acid amide, alkyl sulphonyl or halogens and the nucleus B can contain in the 31-, 41- and 51-positions the grouping -(X-Y) and/or hydrocarbon groups, alkoxy groups or halogens, with polycondensable monomers at temperatures of 150 DEG to 350 DEG C., and, when a carboxylic acid derivative of the benztriazole compound is used in the form of its acid halide at temperatures of 0 DEG to 200 DEG C., benztriazole compounds which contain only reactive hydroxy groups or groups reacting as such only being used for the production of polyesters. The polycondensable monomers are defined as being:-(a) for the production of polyamides: substantially equimolar mixtures of dicarboxylic acid and diamines (or salts thereof) and/or aminocarboxylic acids, and (b) for the production of polyesters: mixtures of dicarboxylic acids (or esters thereof with monohydric alcohols) and dihydric alcohols. The examples describe the preparation of polymers from:-(1) 2 - (21 - hydroxy - 51 - b - carboxyethylphenyl) benztriazole and e -caprolactam; (2) and (3) maleic acid anhydride, phthalic acid anhydride, diethylene glycol, ethylene glycol and 2 - (21 - hydroxy - 51 - b - carboxyethylphenyl) -benztriazole-51-sulphonic acid amide; (4) 1: 1-cyclohexane dicarbinol, dimethyl terephthalate and the methyl ester of 2 - (21 - hydroxy - 51 - b -carboxyethylphenyl)benztriazole - 5 - carboxylic acid; (5) p:p1 - dicarbo - b - hydroxylethyl diphenyl sulphone, adipic acid and 2-(21 -hydroxy-51 - carboxyethylphenyl)benztriazole - 5 -carboxylic acid-b -hydroxyethylamide; (6) ethylene glycol, dimethyl terephthalate and 2-(21 -hydroxy - 31 - o - carboxyphenylmethyl - 51 -methylphenyl) - benztriazole; (7) hexamethylene -diammonium adipate and 2-(21-hydroxy -31 - methyl - 5 - b - carboxyethylphenyl) benztriazole - 5 - carboxylate; (8) hexamethylene diammonium sebacate, hexamethylene diammonium adipate, hexamethylene diamine and 2 - (21 - hydroxy - 51 - b - carboxyethylphenyl)-benztriazole - 5 - carboxylic acid and (9) sebacic acid dichloride, hexamethylene diamine and 2 - (21 - hydroxy - 51 - b - carboxyethylphenyl) -benztriazole - 5 - carboxylic acid. Many other suitable benztriazoles being listed in the examples. The products of Examples (2) and (3) are copolymerized in the presence of benzoyl peroxide with:-(2) styrene and (3) methyl methacrylate. Reference has been directed by the Comptroller to Specification 878,362.
GB23086/62A 1961-06-16 1962-06-15 Manufacture of light stable high molecular polyesters and/or polyamides Expired GB981539A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH710361A CH426263A (en) 1961-06-16 1961-06-16 Process for the production of high molecular weight polyamides

Publications (1)

Publication Number Publication Date
GB981539A true GB981539A (en) 1965-01-27

Family

ID=4319999

Family Applications (1)

Application Number Title Priority Date Filing Date
GB23086/62A Expired GB981539A (en) 1961-06-16 1962-06-15 Manufacture of light stable high molecular polyesters and/or polyamides

Country Status (10)

Country Link
US (1) US3862087A (en)
AT (1) AT248698B (en)
BE (1) BE630550A (en)
CH (2) CH426263A (en)
DK (2) DK105002C (en)
ES (1) ES278354A1 (en)
FR (1) FR1325405A (en)
GB (1) GB981539A (en)
NL (2) NL124488C (en)
SE (1) SE312440B (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5112912A (en) * 1989-03-21 1992-05-12 Ciba-Geigy Corp. Process for modifying acrylate copolymers
US5124723A (en) * 1989-08-25 1992-06-23 Ciba-Geigy Corporation Light-stabilized ink composition
US5280124A (en) * 1991-02-12 1994-01-18 Ciba-Geigy Corporation 5-sulfonyl-substituted benzotriazole UV-absorbers
US5298033A (en) * 1989-03-14 1994-03-29 Ciba-Geigy Corporation Ultraviolet absorbing lenses and methods of manufacturing thereof
US5683861A (en) * 1996-10-23 1997-11-04 Eastman Kodak Company Benzotriazole-based UV absorbers and photographic elements containing them
US5739348A (en) * 1996-10-23 1998-04-14 Eastman Kodak Company Method of synthesizing tert-amido-substituted 2-(2'-hydroxyphenyl) benzotriazole compounds in a one-step process
JP2008195961A (en) * 2008-05-07 2008-08-28 Dainichiseika Color & Chem Mfg Co Ltd Master batch for functional agent to which polymer is bound, method for manufacturing the same, method for using them, and article using them

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4980420A (en) * 1987-08-12 1990-12-25 Atochem North America, Inc. Benzotriazole and oxanilide UV absorber hydrazides
US5233047A (en) * 1987-08-12 1993-08-03 Elf Atochem North America, Inc. Benzotriazole UV absorber hydrazides
US4981914A (en) * 1987-08-12 1991-01-01 Atochem North America, Inc. Polymer bound UV stabilizers
US4868246A (en) * 1987-08-12 1989-09-19 Pennwalt Corporation Polymer bound UV stabilizers
US5206378A (en) * 1987-08-12 1993-04-27 Elf Atochem North America, Inc. Hydrazido functionalized 2-(2-hydroxyphenyl)-2h-benzotriazoles
US5096977A (en) * 1987-08-12 1992-03-17 Atochem North America, Inc. Process for preparing polymer bound UV stabilizers
KR940002181B1 (en) * 1990-06-30 1994-03-18 제일합섬 주식회사 Elastomer of co-polyester polymer
US5393860A (en) * 1994-02-04 1995-02-28 Hoechst Celanese Corporation Polymer compositions containing substituted pyrazines
DE19513056B4 (en) * 1995-04-07 2005-12-15 Zimmer Ag Titanium-containing catalysts and process for the production of polyester
JP3448851B2 (en) * 1997-11-28 2003-09-22 タキロン株式会社 Additive-containing resin molded article and method for producing the same
BRPI0913694B8 (en) 2008-09-26 2019-05-14 Rhodia Operations composition, process of preparing a composition and article

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3213058A (en) * 1960-12-19 1965-10-19 American Cyanamid Co Polymers reacted with benzotriazole uv absorbers
US3282886A (en) * 1962-07-27 1966-11-01 Du Pont Polycarbonamides of improved photostability and dye lightfastness

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5298033A (en) * 1989-03-14 1994-03-29 Ciba-Geigy Corporation Ultraviolet absorbing lenses and methods of manufacturing thereof
US5112912A (en) * 1989-03-21 1992-05-12 Ciba-Geigy Corp. Process for modifying acrylate copolymers
US5124723A (en) * 1989-08-25 1992-06-23 Ciba-Geigy Corporation Light-stabilized ink composition
US5280124A (en) * 1991-02-12 1994-01-18 Ciba-Geigy Corporation 5-sulfonyl-substituted benzotriazole UV-absorbers
US5436349A (en) * 1991-02-12 1995-07-25 Ciba-Geigy Corporation Compositions stabilized with 5-sulfonyl-substituted benotriazole UV-absorbers
US5683861A (en) * 1996-10-23 1997-11-04 Eastman Kodak Company Benzotriazole-based UV absorbers and photographic elements containing them
US5739348A (en) * 1996-10-23 1998-04-14 Eastman Kodak Company Method of synthesizing tert-amido-substituted 2-(2'-hydroxyphenyl) benzotriazole compounds in a one-step process
JP2008195961A (en) * 2008-05-07 2008-08-28 Dainichiseika Color & Chem Mfg Co Ltd Master batch for functional agent to which polymer is bound, method for manufacturing the same, method for using them, and article using them

Also Published As

Publication number Publication date
DK103095C (en) 1965-11-15
CH432842A (en) 1967-03-31
US3862087A (en) 1975-01-21
NL279773A (en)
DE1495870A1 (en) 1969-07-31
DE1495870B2 (en) 1972-12-21
CH426263A (en) 1966-12-15
ES278354A1 (en) 1962-12-01
SE312440B (en) 1969-07-14
DK105002C (en) 1966-08-01
NL124488C (en)
FR1325405A (en) 1963-04-26
AT248698B (en) 1966-08-10
BE630550A (en)

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